4453-80-9Relevant academic research and scientific papers
Synthesis and kinetics of electronically altered photochromic dithizonatophenylmercury(II) complexes
Von Eschwege, Karel G.
, p. 159 - 166 (2013/03/13)
A series of phenyl-substituted dithizones were synthesized, and preparation of the corresponding series of photochromic phenylmercury(II) complexes is for the first time reported. Adaption of previous methods enhanced synthesis convenience and product yields. A single crystal X-ray data collection of the ortho-S-methyl nitroformazan reaction intermediate was done. ADF computed molecular orbitals of the title compound show the HOMO and LUMO orbitals stretching along the entire ligand. The spontaneous back reaction kinetics of dithizonatophenylmercury(II) was studied at varied concentrations, temperatures and in different solvents. An exponential correlation was found between the rate of reverse isomerization and temperature, while increased solvent polarity and decreased molar mass facilitate higher return rates. The kinetic study of the series of twelve electronically altered complexes yielded a lowest rate of 0.0002 s-1 for the ortho-methyl derivative, while the highest rate of 0.0106 s-1 was measured for the meta-methoxy derivative.
1,3-Dipolar Cycloadditions, 87. Contributions to the Chemistry of N-Phenylnitrilimine
Huisgen, Rolf,Fliege, Werner,Kolbeck, Winfried
, p. 3027 - 3038 (2007/10/02)
The N-phenyl derivative 7 is introduced as the first monosubstituted and interceptible nitrilimine whereas the cycloadditions of disubstituted representatives have been preparatively utilized in the past.Photolysis of 2-phenyltetrazole in the presence of methyl acrylate gives rise to methyl 1-phenyl-2-pyrazoline-5-carboxylate which on further irradiation suffers ring cleavage.The sodium salt of α-nitroformaldehyde phenylhydrazone (15) eliminates NaNO2 in refluxing acetonitrile whereby the intermediate 7 is accepted in situ by acrylic ester, styrene and norbornene.The interaction of methyl acrylate with the anionic precursor 15 furnishes further products.The formal dimer of 7, the 1,4-diphenyl-1,4-dihydro-1,2,4,5-tetrazine, is probably formed by reaction of 7 with 15.
